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Associate Professor
[60] Decarbonylative organoboron cross-coupling of esters by nickel catalysis
Kei Muto, Junichiro Yamaguchi, Djamaladdin G. Musaev and Kenichiro Itami
Nature. Commun. 2015, 6, 7508. DOI: 10.1038/ncomms8508
[59] C-H Activation Generates Period-Shortening Molecules That Target Cryptochrome in the Mammalian Circadian Clock
Tsuyoshi Oshima, Iori Yamanaka, Anupriya Kumar, Junichiro Yamaguchi, Taeko Nishiwaki-Ohkawa, Kei Muto, Rika Kawamura, Tsuyoshi Hirota, Kazuhiro Yagita, Stephan Irle, Steve A. Kay, Takashi Yoshimura and Kenichiro Itami
Angew. Chem., Int. Ed. 2015, 54, 7193-7197. DOI: 10.1002/anie.201502942 【detail】
Highlighted in News Paper (Chu-nichi Shinbun)
[58] Synthesis and characterization of hexaarylbenzenes with five or six different substituents enabled by programmed synthesis
Shin Suzuki, Yasutomo Segawa, Kenichiro Itami and Junichiro Yamaguchi
Nature Chem. 2015, 7, 227-233. DOI:10.1038/nchem.2174 【detail】
[57] Concise Syntheses of Dictyodendrins A and F by a Sequential C–H Functionalization Strategy
Atsushi D. Yamaguchi, Kathryn M. Chepiga, Junichiro Yamaguchi, Kenichiro Itami, and Huw M. L. Davies,
J. Am. Chem. Soc. 2015, ASAP. DOI: 10.1021/ja512059d 【detail】
[56] Synthesis, binding affinity and structure–activity relationships of novel, selective and dual targeting CCR2 and CCR5 receptor antagonists
Anna Junker, Artur K. Kokornaczyk, Annelien J. M. Zweemer, Bastian Frehland, Dirk Schepmann, Junichiro Yamaguchi, Kenichiro Itami, Andreas Faust, Sven Hermann, Stefan Wagner, Michael Schäfers, Michael Koch, Christina Weiss, Laura H. Heitman, Klaus Kopkai and Bernhard Wünsch
Org. Biomol. Chem., 2015, Advance Article DOI: 10.1039/C4OB02397H
[55] Ni-Catalyzed α-Arylation of Esters and Amides with Phenol Derivatives
Eva Koch, Ryosuke Takise, Armido Studer, Junichiro Yamaguchi and Kenichiro Itami
Chem. Commun., 2015, 51, 855. DOI: 10.1039/C4CC08426H【detail】
[54] Stereodivergent Synthesis of Arylcyclopropylamines by Sequential C–H Borylation and Suzuki–Miyaura Coupling
Shin Miyamura, Misaho Araki, Takayoshi Suzuki, Junichiro Yamaguchi, and Kenichiro Itami
Angew. Chem. Int. Ed. 2015, 54, 846. DOI: 10.1002/anie.201409186
[53] Key Mechanistic Features of Ni-catalyzed C–H/C–O Biaryl Coupling of Azoles and Naphthalen-2-yl Pivalates
Huiying Xu, Kei Muto, Junichiro Yamaguchi, Cunyuan Zhao, Djamaladdin G Musaev, and Kenichiro Itami
J. Am. Chem. Soc. 2014, 136, 14834. DOI: 10.1021/ja5071174
[52] β-Selective C–H Arylation of Pyrroles Leading to Concise Syntheses of Lamellarins C and I
Kirika Ueda , Kazuma Amaike , Richard M. Maceiczyk , Kenichiro Itami , and Junichiro Yamaguchi
J. Am. Chem. Soc. 2014, 136, 13226. DOI: 10.1021/ja508449y 【detail】
Most Read Article (September, 2014)
[51] Regioselective Allylic C–H Oxidation of Terminal Alkenes with Pd/sulfoxide-oxazoline Catalyst
Hiroki Kondo, Feng Yu, Junichiro Yamaguchi, Guosheng Liu, and Kenichiro Itami
Org. Lett. 2014, 16, 4212. DOI: 10.1021/ol5019135 【detail】
[50] Nickel-Catalyzed α-Arylation of Ketones with Phenol Derivatives
Ryosuke Takise, Kei Muto, Junichiro Yamaguchi and Kenichiro Itami
Angew. Chem. Int. Ed. 2014, 53, 6791. DOI: 10.1002/anie.201403823
[48] Manganese-Catalyzed Intermolecular C–H/C–H Coupling of Carbonyls and Heteroarenes
Keika Hattori, Asraa Ziadi, Kenichiro Itami, and Junichiro Yamaguchi
Chem. Commun. 2014, 50, 4105. DOI:10.1039/C4CC01376J 【detail】
Most Read Article (March, 2014)
[47] Late-Stage C–H Coupling Enables Rapid Identification of HDAC Inhibitors: Synthesis and Evaluation of NCH-31 Analogues
Hiromi Sekizawa, Kazuma Amaike, Yukihiro Itoh, Takayoshi Suzuki, Kenichiro Itami, and Junichiro Yamaguchi
ACS. Med. Chem. Lett. 2014, Just Accepted Manuscript. DOI: 10.1021/ml500024s 【detail】
[46] Diverse Modification of the 4-Methylphenyl Moiety of TAK-779 by Late-Stage Suzuki-Miyaura Cross-Coupling
Anna Junker, Dirk Schepmann, Junichiro Yamaguchi, Kenichiro Itami, Andreas Faust, Klaus Kopka, Stefan Wagner, Bernhard Wünsch
Org. Biomol. Chem. 2014, 12, 177-186. DOI: 10.1039/C3OB41873A
[45] Programmed Synthesis of Arylthiazoles through Sequential C-H Couplings
Satoshi Tani, Takahiro N. Uehara, Junichiro Yamaguchi and Kenichiro Itami,
Chem. Sci. 2014, 5, 123-125. DOI: 10.1039/C3SC52199K 【detail】
Most Read Articles in October in 2013
[44] Isolation, Structure, and Reactivity of an Arylnickel(II) Pivalate Complex in Catalytic C-H/C-O Biaryl Coupling
Kei Muto, Junichiro Yamaguchi, Aiwen Lei, and Kenichiro Itami
J. Am. Chem. Soc. 2013, 135, 16384–16387. DOI: 10.1021/ja409803x【detail】
[43] Palladium-Catalyzed C–H and C–N Arylation of Aminothiazoles with Arylboronic Acids
Takahiro N. Uehara, Junichiro Yamaguchi, Kenichiro Itami
Asian J. Org. Chem. 2013, 2, 938-942. DOI: 10.1002/ajoc.201300172 【detail】
(Dedicated to Professor Teruaki Mukaiyama on the occasion of the 40th anniversary of the Mukaiyama aldol reaction)
Highlighted in Chemistry Views, Highlighted in Synfacts.
[42] C–H Alkenylation of Azoles with Enols and Esters by Nickel Catalysis
Lingkui Meng, Yuko Kamada, Kei Muto, Junichiro Yamaguchi, and Kenichiro Itami
Angew. Chem. Int. Ed. 2013, 52, 10048 DOI: 10.1002/anie.201304492 【detail】
[41] Aromatic C–H Coupling with Hindered Arylboronic Acids by Pd/Fe Dual Catalysts
Kazuya Yamaguchi, Hiroki Kondo, Junichiro Yamaguchi, and Kenichiro Itami
Chem. Sci. 2013, 4, 3753-3757. DOI: 10.1039/C3SC51206A 【detail】
Most Read Articles in June in 2013
[40] Synthesis of Thiophene-Based TAK-779 Analogues by C–H Arylation
Anna Junker, Junichiro Yamaguchi, Kenichiro Itami, and Bernhard Wünsch
J. Org. Chem. 2013, 78, 5579–5586. DOI: 10.1021/jo400692p 【detail】
[39] Nickel-Catalyzed Direct Coupling of Heteroarenes
Junichiro Yamaguchi, Kei Muto, Kazuma Amaike, Takuya Yamamoto, and Kenichiro Itami
J. Synth. Org. Chem. Jpn. 2013, 71, 576–583.
[38] Improvement of σ1 receptor affinity by late-stage C–H bond arylation of spiro cyclic lactones
Christina Meyer, Benedikt Neue, Dirk Schepmann, Shuichi Yanagisawa, Junichiro Yamaguchi, Ernst-Ulrich Würthwein, Kenichiro Itami, Bernhard Wünsch,
Bioorg. Med. Chem. 2013, 21, 1844. DOI: 10.1016/j.bmc.2013.01.038
[37] Pd-catalyzed direct C-H bond functionalization of spirocyclic sigma-1 ligands: generation of a pharmacophore model and analysis of reverse binding mode by docking into a 3D homology model of the sigma-1 receptor
Christina Meyer, Dirk Schepmann, Shuichi Yanagisawa, Junichiro Yamaguchi, Valentina Dal Col, Erik Laurini, Kenichiro Itami, Sabrina Pricl, and Bernhard Wünsch
J. Med. Chem. 2012, 55, 8047. DOI: 10.1021/jm300894h 【detail】
[36] Decarbonylative C–H Coupling of Azoles and Aryl Esters: Unprecedented Nickel Catalysis and Application to the Synthesis of Muscoride A
Kazuma Amaike, Kei Muto, Junichiro Yamaguchi, and Kenichiro Itami,
J. Am. Chem. Soc. 2012, 134, 13573–13576. DOI: 10.1021/ja306062c 【detail】
Highlighted in Newspapers (Chu-nichi, Asahi, The Chemical Daily, Yahoo!News, Mynavi-News, Nikkan kogyo, Kagaku Shinbun)
Most Read Articles in August 2012
[35] Late-Stage C–H Bond Arylation of Spirocyclic sigma-1 Ligands for Analysis of Complementary sigma-1 Receptor Surface
Christina Meyer, Dirk Schepmann, Shuichi Yanagisawa, Junichiro Yamaguchi, Bernhard Wünsch, and Kenichiro Itami
Eur. J. Org. Chem. 2012, 5972–5979. DOI: 10.1002/ejoc.201200837 【detail】
[34] Pd- and Cu-catalyzed C–H Arylation of Indazoles
Keika Hattori, Kazuya Yamaguchi, and Kenichiro Itami
Tetrahedron (Special Issue), 2012, 68, 7605-7612. DOI: 10.1016/j.tet.2012.05.091
[33] Hindered Biaryls by C-H Coupling: Bisoxazoline-Pd Catalysis Leading to Enantioselective C-H Coupling
Kazuya Yamaguchi, Junichiro Yamaguchi, Armido Studer, and Kenichiro Itami
Chem. Sci, 2012, 7, 1256. DOI:10.1039/C2SC20277H【details】
Highlighted RSC Chemical Science blog, Most Read Articles in March and April 2012
Assistant Professor (with Kenichiro Itami)
[32] Mechanistic Studies on the Pd-catalyzed Direct C¿H Arylation of 2-Substituted Thiophene Derivatives with Arylpalladium Bipyridyl Complexes
Marc Steinmetz, Kirika Ueda, Stefan Grimme, Junichiro Yamaguchi, Sylvia Kirchberg, Kenichiro Itami, Armido Studer
Chem. Asian J. 2012, 7, 1256–1260. DOI: 10.1002/asia.201101011 【details】
[31] Nickel-Catalyzed C−H/C−O Coupling of Azoles with Phenol Derivatives
J. Am. Chem. Soc. 2012, 134, 169-172. DOI: 10.1021/ja210249h 【details】
Highlighted in Newspapers (Yomiuri, Chu-nichi, The Chemical Daily, Yahoo!News, NanotechJapan Nikkan kogyo, Kagaku Shinbun), Most Read Articles (January, 2012)
[30] Synthesis of Dragmacidin D via Direct C-H Couplings
Debashis, Mandal, Atsushi, D. Yamaguchi, Junichiro, Yamaguchi, Kenichiro Itami, J. Am. Chem. Soc. 2011, 133, 19660–19663. DOI: 10.1021/ja209945x 【details】
Most Read Articles (November 2011), Highlighted in Chemistry World
[29] Exploitation of an additional hydrophobic pocket of σ1 receptors: Late-stage diverse modifications of spirocyclic thiophenes by C–H bond functionalization
C. Meyer, B. Neue, D. Schepmann, S. Yanagisawa, J. Yamaguchi, E.-U. Würthwein, K. Itami, B. Wünsch
Org. Biomol. Chem. 2011, 2011, 9, 8016. DOI: 10.1039/C1OB06149F
[28] Nickel-Catalyzed C–H Arylation of Azoles with Haloarenes: Scope, Mechanism, and Applications to the Synthesis of Bioactive Molecules
T. Yamamoto, K. Muto, M. Komiyama, J. Canivet, J. Yamaguchi, and K. Itami Chem. Eur. J. 2011, Early View. DOI: 10.1002/chem.201101091. 【details】
Highlighted in SYNFACTS
[27] Oxidative C–H/C–H Coupling of Azine and Indole/Pyrrole Nuclei: Palladium Catalysis and Synthesis of Eudistomin U
A. D. Yamaguchi, D. Mandal, J. Yamaguchi, and K. Itami, Chem. Lett. 2011, 40, 555 -557. DOI: 10.1246/cl.2011.555 【details】
Selected as “Editor’s Choice” Most-Accessed Articles, Highlighted in Angew. Chem. Int. Ed.
[26] Oxidative Biaryl Coupling of Thiophenes and Thiazoles with Arylboronic Acids through Palladium Catalysis: Otherwise-Difficult C4-Selective C-H Arylation Enabled by Boronic Acids
S. Kirchberg, S. Tani, K. Ueda, J. Yamaguchi, A. Studer, and K. Itami, Angew. Chem. Int. Ed. 2011, 50, 2387.
DOI: 10.1002/anie.201007232 【details】
Highlighted in SYNFACTS
[25] A General Catalyst for the β-Selective C-H Bond Arylation of Thiophenes with Iodoarenes
Kirika Ueda, Shuichi Yanagisawa, Junichiro Yamaguchi, and Kenichiro Itami, Angew. Chem. Int. Ed. 2010, 49,8946.
Highlighted in SYNFACTS
[24]Fe-Catalyzed Oxidative Coupling of Heteroarenes and Methylamines
M. Ohta, M. P. Quick, J. Yamaguchi, B. Wünsch, and K. Itami Chem. Asian J. 2009, 4, 1416.
Most-Accessed Articles (July 2009)
[23] Nickel-Catalyzed Biaryl Coupling of Heteroarenes and Aryl Halides/Triflates
J. Canivet, J. Yamaguchi, I. Ban, K. Itami, Org. Lett., 2009, 11, 1733.
DOI: 10.1021/ol9001587
Highlighted in SYNFACTS
Postdoctoral (with Phil. S. Baran)
[22] Enantioselective Total Syntheses of (−)-Palau’amine, (−)-Axinellamines, and (−)-Massadines
I. B. Seiple, S. Su, I. S. Young, A. Nakamura, J. Yamaguchi, L. Jørgensen, R. A. Rodriguez, D. P. O’Malley, T. Gaich, M. Kck, and P. S. Baran, J. Am. Chem. Soc. 2011, ASAP. DOI: 10.1021/ja2047232
[21] Total Synthesis of Palau’amine
I. B. Seiple, S. Su, I. S. Young , C. A. Lewis , J Yamaguchi, P. S. Baran Angew. Chem. Int. Ed. 2010, 49, 1095.
Selected as VIP paper and Cover Picture in Angew. Chem. Int. Ed.
Highlighted in Nature, C&EN, Wired Science,Sciencedaily, R&D, Health Candal.com, Chemistry World Blog(RSC), Tot. Syn. Dot Com, Chem-Station, C2W – C2W
Financial Express, Angew. Chem., Gendai-Kagaku
Most-Accessed Articles (January 2010, 6/2009~7/2010)
[20] Total Synthesis of (±)-Axinellamines A and B
D. P. O’Malley, J. Yamaguchi, I. S. Young, I. B. Seiple, P. S. Baran, Angew. Chem. Int. Ed., 2008, 47, 3581.
Selected as VIP paper and Inside Cover in Angew. Chem. Int. Ed.
Highlighted in Tot. Syn. Dot Com
[19] Synthesis of 1,9-Dideoxy-pre-axinellamine
J. Yamaguchi, I. B. Seiple, I. S. Young, D. P. O’Malley, M. Maue, P. S. Baran, Angew. Chem. Int. Ed., 2008, 47, 3578.
Visiting graduate student (Prof. K. C. Nicolaou)
[18]Total Synthesis of Marinomycins A-C and of Their Monomeric Counterparts Monomarinomycin A and iso-Monomarinomycin A
K. C. Nicolaou, A. L. Nold, R. R. Milburn, C. S. Schindler, K. P. Cole, J. Yamaguchi, J. Am. Chem. Soc., 2007, 129, 1760.
DOI: 10.1021/ja068053p
Graduate school (with Prof. Yujiro Hayashi)
[17] The Asymmetric Total Synthesis of (+)-Cytotrienin A, an Ansamycin-Type Anticancer Drug
Y. Hayashi, M. Shoji, H. Ishikawa, J. Yamaguchi, T. Tamura, H. Imai, Y. Nishigaya, K. Takabe, H. Kakeya, H. Osada, Angew. Chem. Int. Ed., 2008, 47, 6657.
Highlighted in SYNFACTS
[16] Direct Asymmetric a-Amination of Cyclic Ketones Catalyzed by Siloxyproline
Y. Hayashi, S. Aratake, Y. Imai, K. Hibino, Q. -Y. Chen, J. Yamaguchi, T. Uchimaru, Chem. Asian J., 2008, 3, 225.
[15] Organocatalyst-Mediated Enantioselective Intramolecular Aldol Reaction Featuring the Rare Combination of Aldehyde as Nucleophile and Ketone as Electrophile
Y. Hayashi, H. Sekizawa, J. Yamaguchi, H. Gotoh, J. Org. Chem., 2007, 72, 6493.
DOI: 10.1021/jo0709100
[14] Enantio- and Diastereoselective Total Synthesis of (+)-Panepophenanthrin, a Ubiquitin-Activating Enzyme Inhibitor, and Biological Properties of Its New Derivatives
M. Matsuzawa, H. Kakeya, J. Yamaguchi, M. Shoji, R. Onose, H. Osada, Y. Hayashi, Chem. Asian J., 2006, 1, 845.
[13] Large Nonlinear Effect Observed in the Enantiomeric Excess of Proline in Solution and That in the Solid State
Y. Hayashi, M. Matsuzawa, J. Yamaguchi, S. Yonehara, Y. Matsumoto, M. Shoji, D. Hashizume, H. Koshino, Angew. Chem. Int. Ed., 2006, 45, 4593.
[12] Concise Enantio- and Diastereoselective Total Syntheses of Fumagillol, RK-805, FR65814, Ovalicin, and 5-Demethylovalicin
J. Yamaguchi, M. Toyoshima, M. Shoji, H. Kakeya, H. Osada, Y. Hayashi, Angew. Chem. Int. Ed., 2006, 45, 789.
[11] Determination by Asymmetric Total Synthesis of The Absolute Configuration of Lucilactaene, a Cell Cycle Inhibitor in p53-Transfected Cells
J. Yamaguchi, H. Kakeya, T. Uno, M. Shoji, H. Osada, Y. Hayashi, Angew. Chem. Int. Ed., 2005, 44, 3110.
[10] A Highly Active 4-Siloxyproline Catalyst for Asymmetric Synthesis
Y. Hayashi, J. Yamaguchi, K. Hibino, T. Sumiya, T. Urushima, M. Shoji, D. Hashizume, H. Koshino, Adv. Synth. Catal., 2004, 346, 1435.
Highlighted in Letters in Organic Chemistry, 2005, 2, 5 , 392-397 (News and Views).
[9] Structure-Activity Relationships of Epolactaene Derivatives: Structural Requirements for Inhibition of Hsp60 Chaperone Activity
Y. Nagumo, H. Kakeya, J. Yamaguchi, T. Uno, M. Shoji, Y. Hayashi, H. Osada, Bioorg. Med. Chem. Lett., 2004, 14, 4425.
DOI: 10.1016/j.bmcl.2004.06.054
[8] Direct Proline-Catalyzed Asymmetric a-Aminoxylation of Aldehydes and Ketones
Y. Hayashi, J. Yamaguchi, T. Sumiya, K. Hibino, M. Shoji, J. Org. Chem., 2004, 69, 5966-5973.
DOI: 10.1021/jo049338s
[7] Direct Proline-Catalyzed Asymmetric a-Aminoxylation of Ketones
Y. Hayashi, J. Yamaguchi, T. Sumiya, M. Shoji, Angew. Chem. Int Ed., 2004, 43, 1112.
Selected as VIP paper in Angew. Chem. Int. Ed.
[6] Direct Proline Catalyzed Asymmetric a-Aminooxylation of Aldehydes
Y. Hayashi, J. Yamaguchi, K. Hibino, M. Shoji, Tetrahedron Lett., 2003, 44, 8293.
DOI: 10.1016/j.tetlet.2003.09.057
[5] Asymmetric Total Synthesis of Pseurotin A
Y. Hayashi, M. Shoji, S. Yamaguchi, T. Mukaiyama, J. Yamaguchi, H. Kakeya, H. Osada, Org. Lett., 2003, 5, 2287.
[4] Asymmetric Total Synthesis of (-)-Azaspirene, a Novel Angiogenesis Inhibitor
Y. Hayashi, M. Shoji, J. Yamaguchi, K. Sato, S. Yamaguchi, T. Mukaiyama, K. Sakai, Y. Asami, H. Kakeya, H. Osada, J. Am. Chem. Soc., 2002, 124, 12078.
DOI: 10.1021/ja0276826
[3] The Diastereoelective Asymmetric Total Synthesis of NG-391, a Neuronal Cell-Protecting Molecule
Y. Hayashi, J. Yamaguchi, M. Shoji, Tetrahedron, 2002, 58, 9839.
DOI: 10.1016/S0040-4020(02)01290-5
[2] Diastereoselective Total Synthesis of Both Enantiomers of Epolactaene
Y. Hayashi, J. Kanayama, J. Yamaguchi, M. Shoji, J. Org. Chem., 2002, 67, 9443.
[1] Total Synthesis of (+)-Epoxyquinols A and B
M. Shoji, J. Yamaguchi, H. Kakeya, H. Osada, Y. Hayashi, Angew. Chem. Int. Ed., 2002, 41, 3192.
DOI:10.1002/1521-3773(20020902)41:17%3C3192::AID-ANIE3192%3E3.0.CO;2-E
Selected as Hot paper in Angew. Chem. Int. Ed.
Accounts and Review
[7] Synthesis of Bioactive Compounds through C-H Bond Functionalization
Junichiro Yamaguchi and Kenichiro Itami
Fine Chemicals 2012, 41, 38.
[6] Recent Progress in Nickel-Catalyzed Biaryl Coupling
Junichiro Yamaguchi, Kei Muto, and Kenichiro Itami
Eur. J. Org. Chem. 2012, Early View. DOI: 10.1002/ejoc.201200914 【detail】
[5] C-H Bond Functionalization: Emerging Synthetic Tools for Natural Products and Pharmaceuticals
Junichiro Yamaguchi, Atsushi D. Yamaguchi, and Kenichiro Itami
Angew. Chem. Int. Ed. 2012, 51, 8960–9009. 10.1002/anie.201201666 【detail】
Selected as the Cover of the Issue.
Highlighted in Chemistry Views.
[4] Synthesis of Bioactive Compounds through C-H Bond Functionalization (Japanese)
J. Yamaguchi, K. Itami, Catalysts & Catalysis, 2011, 53, 293. Link
Most-Accessed Articles
[3] Syntheses of Fumagillin and ovalicin
J,Yamaguchi, Y. Hayashi, Chem. Eur. J., 2010, 16, 3884.
[2] Baran Lab in the Scripps research institute
J. Yamaguchi, Organomet News, 2009, 16.
[1]. Asymmetric Total Synthesis of a Natural Product Using Catalytic Enantioselective Stereoablative Reactions
J. Yamaguchi, J. Synth. Org. Chem., Jpn 2009, 67, 166.
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